TWI719101B - Composition for pest control containing iminopyridine derivatives - Google Patents

Abstract

The present invention is a composition for pest control, which contains at least one selected from the group (a) consisting of iminopyridine derivatives represented by the following general formula (1) and acid addition salts thereof A pest control agent and at least one pest control agent selected from the group (b) consisting of pest control agents other than the aforementioned (a) group as an active ingredient.

[In formula (1), Ar represents a halogen atom, a C1-C4 alkyl group which may be substituted by a halogen atom, an alkoxy group which may be substituted by a halogen atom, a hydroxyl group, a cyano group, or a pyridyl group which may be substituted by a nitro group or Pyrimidine group; R ₁ represents a hydrogen atom or a C1~C6 alkyl group; Y represents a hydrogen atom, a halogen atom, a hydroxyl group, a C1~C6 alkyl group which can be substituted by a halogen atom, and a C1~C6 alkoxy group which can be substituted by a halogen atom Group, cyano group, formyl group, or nitro group; and R ₂ represents a C1-C6 alkyl group substituted by a halogen atom].

Description

Composition for pest control containing iminopyridine derivatives

The present invention relates to a pest control composition containing at least one of iminopyridine derivatives and other pest control agents.

Although many pest control agents have been discovered so far, the development of novel agents is still being sought due to the problem of reduced drug sensitivity, the issue of continuous effects, safety to operators, or safety in terms of environmental impact.

In European Patent Application Publication No. 268915 (Patent Document 1), Japanese Patent Application Laid-Open No. 5-78323 (Patent Document 2) and International Publication No. 2012/029672 (Patent Document 3), the disclosures are generally similar to those described later. The compound represented by formula (1) has a similar structure, and is used by mixing with other pest control agents. In addition, in International Publication No. 2013/129688 (Patent Document 4), there are compositions and compositions containing compounds having a similar structure to the compound represented by the general formula (1) described later, and other pest control agents. Record. Furthermore, in International Publication No. 2015/055505 (Patent Document 5) and International Publication No. 2015/055554 (Patent Document 6), it is also disclosed that it will have the same expression as the general formula (1) described later. The compound has a similar structure and is used by mixing with other pest control agents.

[Prior Technical Literature] [Patent Literature]

[Patent Document 1] European Patent Application Publication No. 268915 Specification

[Patent Document 2] Japanese Patent Laid-Open No. 5-78323

[Patent Document 3] International Publication No. 2012/029672

[Patent Document 4] International Publication No. 2013/129688

[Patent Document 5] International Publication No. 2015/055505

[Patent Document 6] International Publication No. 2015/055554

By providing a novel pest control composition, the present invention aims to solve the problems of existing drugs such as reduced drug sensitivity and effect continuity in the field of pest control.

As a result of diligent research in order to solve the above-mentioned problems, the present inventors found that by containing iminopyridine derivatives represented by the following general formula (1) and their acid addition salts (a) group At least one pest control agent (hereinafter referred to as the "first pest control agent" as appropriate), and at least one pest selected from the group (b) below The composition of the control agent (hereinafter referred to as the "second pest control agent" as the case may be) shows a better control effect on harmful organisms (insects) than when used as a single agent, and finally completed the present invention .

The aspect of the present invention obtained from this insight is as follows.

[1] A composition for the control of pests, which contains at least one harmful substance selected from the group (a) consisting of iminopyridine derivatives represented by the following general formula (1) and acid addition salts thereof Biocontrol agents, and at least one pest control agent selected from the group (b) consisting of pest control agents other than the aforementioned (a) group, as an active ingredient,

[In formula (1), Ar represents a halogen atom, a C1-C4 alkyl group which may be substituted by a halogen atom, an alkoxy group which may be substituted by a halogen atom, a hydroxyl group, a cyano group, or a pyridyl group which may be substituted by a nitro group; Or a halogen atom, a C1~C4 alkyl group which may be substituted by a halogen atom, an alkoxy group which may be substituted by a halogen atom, a hydroxyl group, a cyano group, or a pyrimidinyl group which may be substituted by a nitro group, R ₁ represents a hydrogen atom, or C1 ~C6 alkyl group, Y represents hydrogen atom, halogen atom, hydroxyl group, C1~C6 alkyl group which can be substituted by halogen atom, C1~C6 alkoxy group which can be substituted by halogen atom, cyano group, methanoyl group, or nitro group Group, and R ₂ represents a C1-C6 alkyl group substituted by a halogen atom].

[2] The composition for pest control as in [1], wherein the (b) group consisting of pest control agents other than the aforementioned (a) group is composed of dicloromezotiaz and triflurazine Pyrene, fluxametamide, toploca, 2-(3-ethylsulfonylpyridin-2-yl)-5-(trifluoromethylsulfonyl)benzoxazole, 2 -(3-Ethylsulfonylpyridin-2-yl)-5-(trifluoromethylsulfinyl)benzoxazole, 2-(3-ethylsulfonylpyridin-2-yl)- 5-(Trifluoromethylthio)benzoxazole, (1R,5R,7S)-7-(2-propoxy-4-(trifluoromethyl)phenoxy)-9-((5- (Trifluoromethyl)pyridin-2-yl)oxy)-9-azabicyclo[3.3.1]non-2-yne, the compound represented by the following structural formula (2), and the following structural formula ( 3) The group consisting of the indicated compound,

【化3】

[3] The pest control composition according to [1] or [2], wherein, in the aforementioned general formula (1), Ar represents 6-chloro-3-pyridyl, 6-chloro-5-fluoro-3 -Pyridyl, 6-bromo-3-pyridyl, 6-fluoro-3-pyridyl, or 2-chloro-5-pyrimidinyl, R ₁ represents a hydrogen atom or a methyl group, Y represents a hydrogen atom, and , R ₂ represents trifluoromethyl, difluoromethyl, difluorochloromethyl, or pentafluoroethyl.

[4] The pest control composition according to any one of [1] to [3], wherein the aforementioned (a) group is composed of N-[1-((6-chloropyridin-3-yl)methyl Yl)pyridine-2(1H)-subunit]-2,2,2-trifluoroacetamide, N-[1-((6-chloro-5-fluoropyridin-3-yl)methyl)pyridine- 2(1H)-subunit]-2,2,2-trifluoroacetamide, N-[1-((6-fluoropyridin-3-yl)methyl)pyridine-2(1H)-subunit] -2,2,2-Trifluoroacetamide, N-[1-((6-Bromopyridin-3-yl)methyl)pyridine-2(1H)-ylidene]-2,2,2-tri Fluoroacetamide, N-[1-(1-(6-chloropyridin-3-yl)ethyl)pyridine-2(1H)-subunit]-2,2,2-trifluoroacetamide, N -[1-((6-chloropyridin-3-yl)methyl)pyridine-2(1H)-ylidene]-2,2-difluoroacetamide, 2-chloro-N-[1-(( 6-Chloropyridin-3-yl)methyl)pyridine-2(1H)-subunit]-2,2-difluoroacetamide, N-[1-((2-chloropyrimidin-5-yl)methyl Yl)pyridine-2(1H)-subunit]-2,2,2-trifluoroacetamide, N-[1-((6-chloropyridin-3-yl)methyl)pyridine-2(1H) -Subunit]-2,2,3,3,3-Pentafluoropropionamide, and acid addition salts thereof The group constituted.

[5] The pest control composition according to any one of [1] to [4], wherein the aforementioned group (a) is composed of N-[1-((6-chloropyridin-3-yl)methyl Yl)pyridine-2(1H)-subunit]-2,2,2-trifluoroacetamide and its acid addition salt.

[6] The pest control composition according to any one of [2] to [5], which is further composed of a pest control agent selected from the aforementioned (a) group and the aforementioned (b) group (C) At least one pest control agent in group.

[7] The pest control composition as described in any one of [1] to [6], which further contains a pesticide permissible carrier.

[8] A composition comprising N-[1-((6-chloropyridin-3-yl)methyl)pyridine-2(1H)-ylidene]-2,2,2-trifluoro At least one pest control agent in the group (a) consisting of acetamide and its acid addition salt, and one selected from the group consisting of diclotez, triflumetrazine, flumitamine, toploca , 2-(3-Ethylsulfonylpyridin-2-yl)-5-(trifluoromethylsulfonyl)benzoxazole, 2-(3-ethylsulfonylpyridin-2-yl) -5-(trifluoromethylsulfinyl)benzoxazole, 2-(3-ethylsulfinylpyridin-2-yl)-5-(trifluoromethylthio)benzoxazole, ( 1R,5R,7S)-7-(2-propoxy-4-(trifluoromethyl)phenoxy)-9-((5-(trifluoromethyl)pyridin-2-yl)oxy) -9-azabicyclo[3.3.1]non-2-yne, the compound represented by the following structural formula (2), and the compound represented by the following structural formula (3) in the group (b) At least one pest control agent,

[9] A method for protecting useful plants from harmful organisms, which comprises a method selected from N-[1-((6-chloropyridin-3-yl)methyl)pyridine-2(1H)-subunit] -2,2,2-trifluoroacetamide and its acid addition salt consisting of at least one pest control agent in the group (a), and selected from the group consisting of dichlortez, triflupyrine, Flumitamate, Toproca, 2-(3-Ethylsulfonylpyridin-2-yl)-5-(trifluoromethylsulfonyl)benzoxazole, 2-(3-ethyl Sulfonylpyridin-2-yl)-5-(trifluoromethylsulfinyl)benzoxazole, 2-(3-ethylsulfonylpyridin-2-yl)-5-(trifluoromethyl Thio)benzoxazole, (1R,5R,7S)-7-(2-propoxy-4-(trifluoromethyl)phenoxy)-9-((5-(trifluoromethyl) (Pyridin-2-yl)oxy)-9-azabicyclo[3.3.1]non-2-yne, the compound represented by the following structural formula (2), and the compound represented by the following structural formula (3) (B) group At least one pest control agent in the group is applied to the area to be treated simultaneously or separately.

[10] The method according to [9], which comprises controlling at least one pest control agent selected from the aforementioned group (a) and at least one pest selected from the aforementioned group (b) The agent is also suitable for the area to be treated.

[11] A method for protecting useful plants from harmful organisms, which includes applying the pest control composition of any one of [1] to [7] to selected harmful organisms, At least one of the group consisting of useful plants, soil, and cultivation carrier.

[12] The method of [11], wherein the aforementioned applicable objects are useful plants and/or soil.

[13] A method for protecting useful plants from harmful organisms, which comprises applying the composition as [8] to the group consisting of harmful organisms, useful plants, soil, and cultivation carriers as applicable objects. At least 1 in the group.

[14] A method of using the pest control composition of any one of [1] to [7], which is used to protect useful plants from harmful organisms.

[15] A method of using the composition of [8], which is used to protect useful plants from harmful organisms.

According to the present invention, it is possible to provide a pest control composition that exhibits a high control effect on pests that are a problem in agricultural sites. For example, the pest control composition of the present invention can reduce crop damage caused by pests by directly treating or treating plant bodies, soil, and crop cultivation carriers with pests. Moreover, by treating with the pest control composition of the present invention, compared to the case where each pest control agent is used as a single agent, it is possible to show a higher control effect at a low dose.

The pest control composition of the present invention will contain At least one pest control agent selected from the group (a) (the first pest control agent), and the group (b) consisting of pest control agents other than the aforementioned group (a) At least one pest control agent (second pest control agent) as an active ingredient.

Although the aforementioned first pest control agent alone exhibits an excellent control effect on pests, the composition for pest control of the present invention is compared with the second pest control agent when used in combination with the aforementioned second pest control agent. When used as a single agent, it shows a more excellent control effect.

The pest control composition of the present invention can be used as agricultural and horticultural pest control agents, sanitary pest control agents, unpleasant pest control agents, grain storage and stored food pest control agents, household pest control agents, and the like.

The aforementioned first pest control agent is a pest control agent selected from the group (a) consisting of iminopyridine derivatives represented by the following general formula (1) and acid addition salts thereof. The first pest control agent may be any one selected from the group (a), or a mixture of two or more pest control agents.

In general formula (1), Ar represents a halogen atom, a C1~C4 alkyl group which may be substituted by a halogen atom, an alkoxy group which may be substituted by a halogen atom, a hydroxyl group, a cyano group, or a pyridyl group which may be substituted by a nitro group; Or a halogen atom, a C1~C4 alkyl group which may be substituted by a halogen atom, an alkoxy group which may be substituted by a halogen atom, a hydroxyl group, a cyano group, or a pyrimidinyl group which may be substituted by a nitro group. In addition, R ₁ represents a hydrogen atom or a C1-C6 alkyl group.

Y represents a hydrogen atom, a halogen atom, a hydroxyl group, a C1-C6 alkyl group which may be substituted by a halogen atom, a C1-C6 alkoxy group which may be substituted by a halogen atom, a cyano group, a methanoyl group, or a nitro group. In addition, R ₂ represents a C1-C6 alkyl group substituted with a halogen atom.

The "pyridyl group which may be substituted" and "pyrimidyl group which may be substituted" represented by Ar. Examples of the substituent which may be substituted include a halogen atom, a C1~C4 alkyl group which may be substituted by a halogen atom, and a C1~C4 alkyl group which may be substituted by a halogen atom. Alkoxy, hydroxyl, cyano, nitro, etc. substituted by halogen atoms. Among them, the preferred substituent is a halogen atom.

Here, in the general formula (1), examples of the "halogen atom" include a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom. In addition, in general formula (1), as "C1-C4 alkyl group which may be substituted with a halogen atom", specifically, methyl, ethyl, n-propyl, isopropyl, n-butyl, Difluoromethyl, trifluoromethyl, chloromethyl, 2,2,2-trifluoroethyl, 2-chloroethyl, etc. Furthermore, in the general formula (1), as the "alkoxy group which may be substituted by a halogen atom", specifically, methoxy group, ethoxy group, trifluoromethyloxy group, difluoromethyloxy group, etc. .

The compound represented by general formula (1) is better as Ar Like, there are 3-pyridyl, 6-chloro-3-pyridyl, 6-chloro-5-fluoro-3-pyridyl, 6-bromo-3-pyridyl, 6-fluoro-3-pyridyl, 5, 6-Dichloro-3-pyridyl, 6-trifluoromethyl-3-pyridyl, 2-chloro-5-pyrimidinyl. Among them are preferably 6-chloro-3-pyridyl, 6-fluoro-3-pyridyl, 6-chloro-5-fluoro-3-pyridyl, 6-bromo-3-pyridyl, 2-chloro-5 -Pyrimidinyl and the like.

Examples of the "C1-C6 alkyl group" represented by R ₁ include chain, branched, cyclic, or a combination of these alkyl groups having 1 to 6 carbon atoms. When a branched or cyclic alkyl group is included, the carbon number is 3 or more. Specifically, a methyl group, an ethyl group, an n-propyl group, an isopropyl group, and a cyclopropyl group can be mentioned. Among them, methyl and ethyl are preferred.

As the "C1-C6 alkyl group which may be substituted with a halogen atom" represented by Y, specific examples include methyl, ethyl, n-propyl, isopropyl, n-butyl, n-pentyl, Difluoromethyl, trifluoromethyl, chloromethyl, 2,2,2-trifluoroethyl, 2-chloroethyl, etc.

Moreover, as the "C1-C6 alkoxy group which may be substituted by a halogen atom" represented by Y, specifically, methoxy group, ethoxy group, trifluoromethyloxy group, difluoromethyloxy group, Isopropyloxy and so on.

The so-called _{"C1-C6 alkyl substituted by a halogen atom" represented by R 2} refers to a chain, branched, cyclic, or a combination of chain, branched, cyclic, or a combination of C1 to 6 alkyl groups, and one or more of them The upper limit of the number of hydrogen atoms substituted by halogen atoms is the number of hydrogen atoms possessed by the alkyl group. When a branched or cyclic alkyl group is included, the carbon number is 3 or more. As "C1-C6 alkyl substituted by halogen atom", specific examples include trifluoromethyl, trichloromethyl, difluorochloromethyl, difluoromethyl, dichloromethyl, and dibromomethyl , Chloromethyl, 2,2-difluoroethyl, 2,2-dichloroethyl, 2,2,2-trifluoroethyl, pentafluoroethyl, 2,2-difluorocyclopropyl, 2 , 3-Difluorocyclopropyl and so on. Among them, trifluoromethyl, trichloromethyl, dichloromethyl, difluoromethyl, difluorochloromethyl, chloromethyl, and pentafluoroethyl are preferred, and trifluoromethyl and difluoroethyl are more preferred. Methyl, difluorochloromethyl, chloromethyl, pentafluoroethyl.

Among the iminopyridine derivatives represented by general formula (1), it is a more preferable compound. In the aforementioned general formula (1), Ar represents 6-chloro-3-pyridyl, 6-chloro-5-fluoro-3-pyridyl, 6-bromo-3-pyridyl, 6-fluoro-3-pyridyl, or 2-chloro-5-pyrimidinyl, R ₁ represents a hydrogen atom or a methyl group, Y represents a hydrogen atom, and R ₂ represents Compounds of trifluoromethyl, difluoromethyl, difluorochloromethyl, or pentafluoroethyl.

Moreover, among the iminopyridine derivatives represented by the general formula (1), a more preferable compound is N-[1-((6-chloropyridin-3-yl)methyl)pyridine-2(1H)-ylidene] -2,2,2-Trifluoroacetamide, N-[1-((6-chloro-5-fluoropyridin-3-yl)methyl)pyridine-2(1H)-subunit]-2,2 ,2-Trifluoroacetamide, N-[1-((6-fluoropyridin-3-yl)methyl)pyridine-2(1H)-ylidene]-2,2,2-trifluoroacetamide , N-[1-((6-Bromopyridin-3-yl)methyl)pyridine-2(1H)-subunit]-2,2,2-trifluoroacetamide, N-[1-(1 -(6-Chloropyridin-3-yl)ethyl)pyridine-2(1H)-subunit]-2,2,2-trifluoroacetamide, N-[1-((6-chloropyridine-3 -Yl)methyl)pyridine-2(1H)-ylidene]-2,2-difluoroacetamide, 2-chloro-N-[1-((6-chloropyridin-3-yl)methyl) Pyridine-2(1H)-subunit]-2,2-difluoroacetamide, N-[1-((2-chloropyrimidin-5-yl)methyl)pyridine-2(1H)-subunit] -2,2,2-Trifluoroacetamide, N-[1-((6-chloropyridin-3-yl)methyl)pyridine- 2(1H)-subunit]-2,2,3,3,3-pentafluoropropionamide, a particularly preferred compound is N-[1-((6-chloropyridin-3-yl)methyl)pyridine- 2(1H)-Subunit]-2,2,2-trifluoroacetamide (hereinafter referred to as "compound 1"). For example, compound 1 can be synthesized by the method described in International Publication No. 2012/029672 or International Publication No. 2015/137216.

In addition, in the pest control composition of the present invention, as the first pest control agent, an acid addition salt of an iminopyridine derivative represented by the general formula (1) (preferably a pesticide that is acceptable The acid addition salt), as the type of the aforementioned acid addition salt, hydrochloride, nitrate, sulfate, phosphate, acetate, etc. can be mentioned.

The aforementioned second pest control agent is selected from the group (b) consisting of pest control agents other than the aforementioned (a) group (a pest control agent other than the pest control agents included in the aforementioned (a) group) group. The second pest control agent may be any one selected from the group (b), or a mixture of two or more pest control agents.

Such group (b) includes dicloromezotiaz (documented in International Publication No. 2013/090547), triflumezopyrim (documented in International Publication No. 2012/092115), Flumitamate (described in International Publication No. 2007/026965), tolprocarb, 2-(3-ethylsulfonylpyridin-2-yl) represented by the following structural formula (4) -5-(trifluoromethylsulfonyl)benzoxazole (documented in International Publication No. 2014/104407), 2-(3-ethylsulfonylpyridin-2-yl)-5-(three Fluoromethylsulfinyl)benzoxazole (in International Publication No. 2014/104407), 2-(3-ethylsulfonylpyridin-2-yl)-5-(trifluoromethylthio)benzoxazole (in International Publication No. 2014/104407 Documented), (1R,5R,7S)-7-(2-propoxy-4-(trifluoromethyl)phenoxy)-9-((5-(trifluoromethyl)pyridine-2- Yl)oxy)-9-azabicyclo[3.3.1]non-2-yne (described in International Publication No. 2016/133011), the compound represented by the following structural formula (2) (general name: N -(3-Chloro-1-(pyridin-3-yl)-1H-pyrazol-4-yl)-N-ethyl-3-((3,3,3-trifluoropropyl)sulfur)propane Amine, described in International Publication No. 2013/162715 and International Publication No. 2013/162716), and a compound represented by the following structural formula (3) (general name: 3-(3,4-Dichloroisothiazole-5) -Methoxy)-1,2-benzisothiazole-1,1-dioxide, described in International Publication No. 2007/129454).

In the pest control composition of the present invention, N-[1-((6-chloropyridin-3-yl)methyl)pyridine-2(1H)-pyridine-2(1H)-pyridine as the aforementioned first pest control agent is preferred. Yl]-2,2,2-trifluoroacetamide (Compound 1) and/or its acid addition salt in combination with the aforementioned second pest control agent.

In the pest control composition of the present invention, the content ratio of the first pest control agent to the second pest control agent is relative to the content of the first pest control agent (in the case of a mixture, The total content is the same below) 1 part by weight, and the content of the aforementioned second pest control agent is preferably in the range of 0.001-100 parts by weight. Furthermore, in the pest control composition of the present invention, the content of the first pest control agent and the content of the second pest control agent relative to the total weight can be adjusted appropriately according to the treatment method or the treatment amount, respectively.

The pest control composition of the present invention may be used in the aforementioned first pest control agent and the aforementioned second pest control agent, and further contains pest control selected from the aforementioned (a) group and the aforementioned (b) group At least one pest control agent in the group (c) constituted by the agent (hereinafter referred to as the "third pest control agent" as appropriate).

Here, it can be combined with the pest control composition of the present invention The mixed third pest control agent is a pest control agent selected from the aforementioned (a) group and the aforementioned (b) group (the pest contained in the aforementioned (a) group or the aforementioned (b) group) (C) group consisting of pest control agents other than control agents). The third pest control agent may be any one selected from the group (c), or a mixture of two or more pest control agents.

In this case, group (c) contains the compounds described in the Pesticide Manual (13th edition of The British Crop Protection Council) or Shibuya Index (SHIBUYA INDEX 16th edition, 2012, SHIBUYA INDEX RESEARCH GROUP). Agents, acaricides, nematicides, fungicides), etc.

As insecticides, acaricides, or nematicides included in the aforementioned group (c), more specifically, acephate, dichlorvos, EPN, and pyridine ( fenitrothion, fenamifos, prothiofos, profenofos, pyraclofos, chlorpyrifos-methyl, diazinon, fosthiazate, Organophosphate compounds of imicyafos; such as methomyl, thiodicarb, aldicarb, oxamyl, propoxur, and Carbaryl, fenobucarb, ethiofencarb, fenothiocarb, pirimicarb, carbofuran, carbosulfan , Benfuracarb carbamate compounds; such as cartap, thiocyclam's sandworm toxin (Nereistoxin) derivatives; organochlorine compounds such as dicofo1 and tetradifon; such as permethrin, tefluthrin, cypermethrin, and Proposed removal of deltamethrin, cyhalothrin, fenvalerate, fluvalinate, ethofenprox, silafluofen, and cyhalothrin Pyrethroid compounds; such as diflubenzuron, teflubenzuron, flufenoxuron, and chlorfluazuron benzylurea compounds; such as methoprene Youth hormone-like compounds; melatonin compounds such as chromafenozide; such as imidacloprid, clothianidin, thiamethoxam, acetamiprid, pyridine The neonicotinoid compounds of nitenpyram, thiacloprid and dinotefuran; such as the thioimidin compounds of sulfoxaflor; such as the sulfoxaflor (flupyradifurone) Butenolide compounds; such as flubendiamide, chlorantraniliprole, cyantraniliprole, cyclaniliprole, fluorine Diamide compounds of tetraniliprole; such as ethiprole, fipronil, pyrafluprole, pyriprole GABA (γ-aminobutyric acid) Receptor-acting compounds; such as broflanilide's chlorine channel-acting isoxazole compounds; such as Pythabens (pyridaben), fenpyroxymate, pyrimidifen, tebufenpyrad, tolfenpyrad respiratory chain electron transport system complex I blocking compounds; such as cyflumetofen , Cyenopyrafen (cyenopyrafen), pyflbumide respiratory chain electron transport system complex II harmful compounds; such as pyrimidine (fluacrypyrim), subquinone mite (acequinocyl), fluoroquine (flometoquin) respiratory chain electron transport system complex Body III blocking compounds; such as spirodiclofen, spiromesifen, spirotetramat ACCase blocking compounds; such as spinosad, avermectin, mibe Macrolide compounds of milbemycin, spinetoram, lepimectin, and emamectin benzoate.

In addition, examples include buprofezin, hexythiazox, amitraz, chlordimeform, ethoxazole, pymetrozine, biphenyl Bifenazate, flonicamid, chlorfenapyr, pyriproxyfen, indoxacarb, pyridalyl, tolclofos-methyl ( pyrifluquinazon, metaflumizone, hydramethylnon, triazamate, afidopyropen, renofluthrin, chloroprallethrin, cyhalodiamide ), fluazaindolizine, trifluthrin monomer (epsilon-metofluthrin), metofluthrin monomer (epsilon-momfluorothrin), kappa-bifenthrin (kappa-bifenthrin), kappa-tefluthrin (kappa-tefluthrin), fluhexafon, tioxazafen, mofloxalin ( momfluorothrin), heptafluthrin, pyriminostrobin, cycloxaprid, organometallic compounds, dinitro compounds, organic sulfur compounds, urea compounds, triazine compounds, Microbial pesticides of hydrazine compounds, BT agents or insect pathogenic virus agents. Furthermore, the permissible acid addition salts on agricultural chemicals of these compounds can also be cited.

Among them, preferred compounds as pest control agents included in the aforementioned group (c) include acephate, acetamiprid, imidacloprid, and nitenpyram ( nitenpyram, clothianidin, dinotefuran, thiacloprid, thiamethoxam, pymetrozine, spinosad, spinetram ), fipronil, broflanilide, flubendiamide, chloranthraniliprole, cyantraniliprole, cyclaniliprole, Fluorfenprole, cartap, thiocyclam, carbosulfan, benfuracarb, buprofezin, ethofenprox ), silafluofen, cyhalothrin, ethiprole, flonicamid, pyrifluquinazon, fludine Insecticides such as sulfoxaflor, flupyradifurone, flometoquin, emamectin benzoate, cycloxaprid, and spirotetramat .

In addition, as the bactericide included in the aforementioned group (c), more specifically, azoxystrobin, kresoxym-methyl, trifloxystrobin, and fenoxystrobin can be cited. (metominostrobin), orysastrobin (Strobilurin) compounds; Mepanipyrim (mepanipyrim), pyrimethanil (pyrimethanil), cyprodinil (cyprodinil) aniline pyrimidine series Compounds; such as triadimefon, bitertanol, triflumizole, metoconazole, propiconazole, penconazole, flusi1azole , Azole compounds of myclobutanil, cyproconazole, tebuconazole, hexaconazole, prochloraz, simeconazole; such as quinomethionate Quinoxaline compounds; such as maneb, zineb, mancozeb, polycarbamate, and propineb dithio Carbamate compounds; such as phenyl carbamate compounds of diethofencarb; organochlorine compounds such as chlorothalonil and quintozene; such as Benzimidazole compounds such as benomyl, thiophanate-methyl, and carbendazole; such as metalaxyl, oxadixyl, furamide ( ofurase), Benalaxyl, furalaxyl, cyprofuram phenylamide compounds; such as dichlofluanid sulfonic acid compounds; such as copper hydroxide, Copper-based compounds of oxine-copper; isoxazole-based compounds such as hydroxyisoxazole; such as fosetyl-aluminium and tolclofos-methyl Organophosphorus compounds; such as captan, captafol, and folpet N-halogenated alkylthio-based compounds; such as procymidone, iprodione, mike Ning (vinchlozolin) dimethyl imine compounds; such as flutolanil, mepronil, furamepyr, thifluzamide, boscalid, picothiazide Carboxyaniline compounds of penthiopyrad; morpholine compounds such as fenpropimorph and dimethomorph; such as fenthin hydroxide and fenthin acetate ) Organotin compounds; such as fludioxonil (fludioxonil), fenpiclonil (fenpiclonil) cyanopyrrole compounds; and such as tricyclazole (tricyclazole), pyroquilon (pyroquilon), carpropamid (carpropamid) , Diclocymet, fenoxanil, fthalide, fluazinam, cymoxanil, triforine, pyrifenox , Fenarimol, fenpropidin, pencycuron, ferimzone, cyazofamid, iprovalicarb, benthiavalicarb- isopropyl), biguanide benzene sulfonate (iminoctadin-albesilate), Saifen Cyflufenamid, kasugamycin, validamycin, streptomycin, oxolinic-acid, tebufloquin, probenazole ), tiadinil, isotianil, isoprothiolane, pydiflumetofen, picarbutrazox, mandestrobin, dipmetitrone, pyraziflumid, Other compounds of oxathiapiprolin and penflufen.

Among these, compounds that are preferable as pest control agents included in the aforementioned group (c) include azoxystrobin, orysastrobin, thifluzamide, and folabi ( furametpyr, fthalide, probenazole, acibenzolar-S-methyl, tiadinil, isotianil, acibenzolar-S-methyl Isoprothiolane, carpropamid, diclocymet, fenoxanil, tricyclazole, pyroquilon, ferimzone, isoprothiolane Fungicides such as tebufloquin, simeconazole, validamycin, Kasugamycin, pencycuron, and penflufen .

As insect species (harmful organisms) exhibiting the control effect of the pest control composition of the present invention, lepidopteran pests (for example, Spodoptera litura, Spodoptera litura, Spodoptera litura, caterpillar, diamondback moth, beet armyworm, Chilo suppressalis, Chilo suppressalis, rice white borer (Scirphophaga innotata), Taiwan rice borer (Chilo polychrysus), thief-stained moth, stubby moth, rice moth, leaf roller moth, heart moth, leaf miner, tussock moth, Agrotis spp, Helicoverpa spp ), Heliothis spp, etc.), Hemiptera pests (such as green peach aphid, cotton aphid, Aphis fabae, corn leaf aphid, pea aphid, potato long-beard aphid, bean aphid, tulip long beard) Aphids, Macrosiphum avenae, Methopolophium dirhodum, Rice and wheat aphid, Wheat aphid, Vegetable aphid, Pseudomonas aphid, Orange leaf aphid, Rose apple aphid (Rosy apple aphid) Aphid (Aphididae, Adelgidae, Phylloxeridae), apple cotton aphid, small orange aphid, orange black aphid, etc.; black-tailed leafhopper, tea green leafhopper, etc. floating dust; spotted planthopper, brown planthopper, white-backed planthopper, etc. The planthoppers; the white star stink bug, the southern green stink bug, the red-bearded green stink bug, the red stink bug, the brown-winged stink bug, the small amber bug, Lygus lineolaris, Lygus hesperus, etc.; the silver leaf whitefly, Aleyrodidae such as Bemisia tabaci and Greenhouse whitefly; Aleyrodidae such as Kang’s mealy scale insect, Citrus mealy scale insect, Mulberry white wheel scale insect, Orange red kidney round shield scale insect (Diaspididae, Margarodidae) , Ortheziidae, Aclerdiae, Dactylopiidae, Kerridae, Pseudococcidae, Coccidae, Eriococcidae, Asterolecaniidae, Beesonidae, Lecanodiaspididae, Southern Cerococcidae, etc.), Coleoptera pests (such as rice water weevil, green bean weevil, green bean weevil) Corn rootworm, click beetle, small bronze beetle, Hime beetle, etc. beetles; yellow leaf fleas, yellow shovel, Colorado potato golden flower beetle; rice bear mud beetle; Solanum spp. Longhorned beetles; exposed tails, etc.), Acarina (e.g., Tetranychus urticae, Tetranychus Kanzawa, Tetranychus citrus, etc.), Hymenoptera pests (e.g. leaf bees), Orthoptera pests (e.g. locusts such as Oxya locust), Diptera Order pests (such as rice stalk fly, rice leaf miner, Drosophila, Liriomyza), Thysanoptera pests (such as southern yellow thrips, western flower thrips, small yellow thrips, etc.), plant parasitism Nematodes (such as root knot nematodes, root rot nematodes, leaf bud nematodes, pine wood nematodes, etc.) and the like.

Among them, the more preferable insect species for the pest control composition of the present invention are lepidopteran pests, hemipteran pests, coleopteran pests, hymenopteran pests, orthopteran pests, and dipteran pests. , Thysanoptera pests (e.g. selected from diamondback moth, Spodoptera litura, Chilo suppressalis, cotton aphid, green peach aphid, spotted planthopper, brown planthopper, white-backed planthopper, black-tailed leafhopper, western flower thrips, yellow squash , Rice worm, rice water weevil, and red-bearded green stink bug at least one species), especially the diamondback moth, Chilo suppressalis, cotton aphid, spotted planthopper, And brown planthopper.

In addition, as bacteria (harmful organisms) exhibiting the control effect of the pest control composition of the present invention, Pyricularia oryzae, Rhizoctonia solani, Gibberella fujikuroi, Gibberella fujikuroi, Pyricularia oryzae, Rhizoctonia solani, Gibberella fujikuroi, Cochliobolus niyabeanus, Sphaerulina oryzina, Magnaporthe salvini, Pythium graminicola, Fusarium avenaceum, Fusarium solani, Mucor sp., Phoma sp., Rhisopus chinensis, Rhizopus oryzae, Trichoderma viride), Xanthomonas oryzae, Burkholderia plantarii, brown streak Acidovorax avenae, Burkholderia glumae, Pseudomonas syringae, Erwinia chrysanthemi, Erwinia ananas, Burkholderia plantarii, Pseudomonas fuscovaginae, Gibberella zeae, Claviceps virens, Phytophthora japonica, Sclerophthora macrospora, Ceratobasidium set , Waitea circinata, Monographella albescens, Thanatephorus cucumeris, Nigrospora oryzae, Gibberella fujikuroi, Eye spot ( Drechslera gigantean), Sclerotium hydrophilum, Entyloma dactylidis, Helicoceras oryzae, Hlminthosporium sigmoidea, Spphaerulina miy Peziza ostracoderma, Sclerotium rolfsii, Sphaerulina oryzae, Pseudocochliobolus lunatus, Tilletia barclayana, Waitea circinata, Gaeumannomyces graminis, Phythium sp., Alternaria oryzae, Sclerotium fumigatum, Hendersonia oryzae, Leaf blight (Phaeosphaeria oryzae), Cochliobolus sativus), Phoma glumarum (Phoma glumarum), Fusarium avenaceum, Cylindrocladium scoparium, Pryrenochaeta sp., Sarocladium oryzae, Cotton Phytophthora megasperma and so on.

Among them, more preferable bacteria to which the pest control composition of the present invention is applied include Pyricularia oryzae, Rhizoctonia solani, Gibberella fujikuroi, and sesame leaf. Cochliobolus niyabeanus, Sphaerulina oryzina, Magnaporthe salvini, Pythium graminicola, Fusarium avenaceum, Fusarium solani, Mucor sp., Phoma sp., Rhisopus chinensis , Rhizopus oryzae, Trichoderma viride), Xanthomonas oryzae, Burkholderia plantarii, Acidvorax avenae, Burkholderia glumae.

The pest control composition of the present invention can usually be prepared using a suitable pesticide-acceptable carrier or formulation adjuvant, and may further contain these. In addition, solvents such as distilled water or organic solvents may be contained as appropriate.

Examples of acceptable carriers for the aforementioned pesticides include solid carriers, liquid carriers, and gaseous carriers, and examples of the aforementioned formulation adjuvants include surfactants, dispersants, emulsifiers, emulsifying stabilizers, Extenders, binders, coating agents, tackifiers, wetting agents, antifreeze, preservatives, defoamers, etc.

The pest control composition of the present invention is a mixture of the first pest control agent and the second pest control agent, and the carrier and/or formulation adjuvant permitted on the pesticide. It can be emulsion, liquid, or suspension. Available in any dosage form such as clouding agent, hydrating agent, fluidizing agent, powder, granule, lozenge, oil, aerosol, cigarette smoke, capsule, etc.

Examples of the aforementioned solid carrier include talc, bentonite, clay, kaolin, diatomaceous earth, vermiculite, white carbon, calcium carbonate, and the like.

Examples of the aforementioned liquid carrier include alcohols such as methanol, n-hexanol, and ethylene glycol; ketones such as acetone, methyl ethyl ketone, and cyclohexanone; and fats such as n-hexane, kerosene, and kerosene. Group hydrocarbons; aromatic hydrocarbons such as toluene, xylene, methyl naphthalene; ethers such as diethyl ether, dioxane, tetrahydrofuran, etc.; esters such as ethyl acetate; nitrile such as acetonitrile and isobutyronitrile Classes; acid amines such as dimethylformamide and dimethylacetamide; vegetable oils such as soybean oil and cottonseed oil; dimethyl sulfinium; water, etc.

Examples of the aforementioned gaseous carrier include LPG, air, nitrogen, carbon dioxide gas, and dimethyl ether.

As the aforementioned surfactant or the aforementioned dispersant for emulsification, dispersion, spreading, etc., for example, alkyl sulfates, alkyl (aryl) sulfonates, polyoxyalkylene alkyl (aryl) ) Ethers, polyol esters, lignosulfonates, etc.

In addition, as other aforementioned formulation adjuvants for improving the properties of formulations, for example, carboxymethyl cellulose, gum arabic, poly Ethylene glycol, calcium stearate, etc.

The aforementioned carrier and the aforementioned formulation adjuvant can be used individually or in combination if necessary.

As a preferable aspect of the pest control composition of the present invention that further contains a pesticide-permissible carrier and/or an auxiliary agent for formulations, for example, the following can be cited. Can enumerate:

[1] Contains 0.1 to 80% by weight of the first pest control agent (preferably an iminopyridine derivative represented by the general formula (1)), 0.1 to 80% by weight of the second pest control agent, wetting agent and dispersion The composition of the hydrating agent form (wettable powder) of 0.6 to 30% by weight and the extender 19.3 (preferably 20) to 95% by weight,

[2] Contains 0.1 to 80% by weight of the first pest control agent (preferably an iminopyridine derivative represented by the general formula (1)), 0.1 to 80% by weight of the second pest control agent, wetting agent, and dispersion The composition of the water dispersible granule (water dispersible granule) of 0.6 to 30% by weight of the agent and binding agent, and 19.3 (preferably 20) to 95% by weight of the extender,

[3] Contains 0.1 to 80% by weight of the first pest control agent (preferably an iminopyridine derivative represented by the general formula (1)), 0.1 to 80% by weight of the second pest control agent, dispersant, and thickener Composition of 5-40% by weight of antifreeze, anti-corrosion and defoamer, and 14.9 (preferably 20) to 94% by weight of water,

[4] Contains 0.1 to 80% by weight of the first pest control agent (preferably an iminopyridine derivative represented by the general formula (1)), 0.1 to 80% by weight of the second pest control agent, emulsifier and emulsion stability 1-30% by weight, and Organic solvent 18.9 (preferably 20) ~ 97% by weight of emulsion form (emulsifiable concentrate) composition,

[5] Containing 0.1 to 80% by weight of the first pest control agent (preferably an iminopyridine derivative represented by the general formula (1)), 0.1 to 80% by weight of the second pest control agent, and 19.9 (Preferably 70) ~ 99.8% by weight of a composition in the form of a powder (dust),

[6] Containing 0.1 to 80% by weight of the first pest control agent (preferably an iminopyridine derivative represented by the general formula (1)), 0.1 to 80% by weight of the second pest control agent, and 19.9 (Preferably 70) ~ 99.8% by weight of DL powder form (low drift dust) composition,

[7] Containing 0.1 to 80% by weight of the first pest control agent (preferably an iminopyridine derivative represented by the general formula (1)), 0.1 to 80% by weight of the second pest control agent, and 0.2 of the solvent or binding agent ~10% by weight, and an extender 19.7 (preferably 70) to 99.6% by weight of the composition of the micro granule fine form (micro granule fine),

[8] Containing 0.1 to 80% by weight of the first pest control agent (preferably an iminopyridine derivative represented by general formula (1)), 0.1 to 80% by weight of the second pest control agent, and granulation aid ( Surfactant) and binding agent 0.5 to 30% by weight, and extender 19.4 (preferably 20) to 98% by weight of the granule form (granule) composition,

[9] Contains 0.1 to 80% by weight of the first pest control agent (preferably an iminopyridine derivative represented by the general formula (1)), 0.1 to 80% by weight of the second pest control agent, coating agent, and emulsifier , Dispersant and preservative 1~50% by weight, and water 18.9 (preferably 20)~98% by weight microcapsule dosage form The composition of the state (micro capsule). Among these, the compositions of [2], [3], [4], [5], [6], and [8] are preferable.

The pest control composition of the present invention can be applied to areas where the invasion of harmful organisms (harmful insects, fungi), useful plants, cultivation materials, and harmful organisms must be prevented. These applications can be carried out before and after the invasion of pests. In addition, the pest control composition of the present invention can also be applied to genetically transformed crops and the like.

In the pest control composition of the present invention, the first pest control agent and the second pest control agent, which are the active ingredients, are prepared in the form of separate preparations, which may be used. Mix in place.

Therefore, as another aspect of the present invention, there is provided a composition comprising the aforementioned first pest control agent and the aforementioned second pest control agent as active ingredients.

The composition of the present invention is preferably a first composition containing the first pest control agent as an active ingredient, and a second composition containing the second pest control agent as an effective ingredient物提供。 Material provided. In this case, the first composition and the second composition are the same as those of the aforementioned pest control composition, and can be used in combination with the aforementioned pesticide-permissible carrier and/or the aforementioned formulation adjuvant to form any dosage form . The composition can be provided in the form of a pharmaceutical group.

As yet another aspect of the present invention, a method is provided, which is a method of protecting useful plants from harmful organisms, which comprises using the aforementioned first pest control agent and the aforementioned second pest control agent as The active ingredients are applied to the area to be treated simultaneously or separately (preferably at the same time).

In this method, the so-called "simultaneous" application includes applying the pest control composition of the present invention to the area to be treated, and applying the aforementioned first pest control agent and the aforementioned second pest control agent to the area to be treated Mix, apply the mixture, and apply the first pest control agent and the second pest control agent to the area to be treated without mixing. "Separate" application includes applying the first pest control agent before the second pest control agent without pre-mixing, and applying the first pest control agent later than the second pest control agent Be applicable.

According to yet another preferred aspect of the present invention, there is provided a method for protecting useful plants from harmful organisms, which comprises a first composition containing the aforementioned first pest control agent as an effective ingredient, and The second composition containing the aforementioned second pest control agent as an active ingredient is applied to the area to be treated.

According to another aspect of the present invention, a method for protecting useful plants from harmful organisms is provided, which comprises directly or diluting the harmful organism control composition or composition of the present invention, which is applicable to harmful organisms as applicable objects. The organism, useful plant, soil or cultivation carrier is preferably useful plant and/or soil.

The aforementioned useful plants include seeds, roots, tubers, bulbs, rhizomes, and stems and leaves. The aforementioned cultivation carrier system includes various soils, nursery mats, water, etc., and may also include sand, vermiculite, cotton, paper, and diatoms. Soil, cold weather, gelatinous substance, polymer substance, rock wool, glass wool, wood chips, bark, pumice, etc.

According to another aspect of the present invention, it is provided to protect useful plants from harmful organisms, and the use of the pest control composition or composition of the present invention.

As a method of applying the pest control composition or composition of the present invention to pests, useful plants, soil or cultivation carriers as applicable objects, preferably, spray treatment, water surface treatment, soil treatment (mixing, pouring, etc.) ), nursery box treatment, surface treatment (coating, powder coating, covering), barbarian steaming treatment (after injecting the soil, treatment in a closed space like a poly film covering the soil), etc., more preferably, spreading treatment , Water surface treatment, soil treatment, nursery box treatment, surface treatment.

For plants (growing plants), the treatment amount during the spreading treatment is applied as the effective amount in the pest control composition or composition of the present invention (the aforementioned effective ingredients (the first pest control agent and the second harmful The amount of biocontrol agent) is the same below), it is expected that 0.01g~10kg per 10 hectares of applicable cultivated land, preferably 0.1g~1kg.

In addition, as a method for treating plant seeds, roots, tubers, bulbs, rhizomes, and stems and leaves, for example, there are dipping, powder coating, spraying, blowing, granulating, and filming methods for the surface of seeds. Treatment, or barbarian steaming treatment such as barbarian steaming method.

The dipping method is a method of immersing seeds in a liquid medicament solution. The powder coating method includes a dry powder coating method that attaches powdered medicament to dry seeds, and a powder coating method that gently immerses seeds in water to powder The wetness of the potion attached Powder coating method. In addition, the spray method is a method of coating the surface of the seed with a suspended drug in a mixer, and the blowing method is a method of spraying the drug on the surface of the seed. Furthermore, the granulation method is a method in which the filler is mixed with a medicine when the seeds are granulated together with a filler to a certain size and shape. The film method is a method in which a thin film containing the medicine is applied to the seed. A method of disinfecting seeds by gasified medicine in a closed container. Among these, more preferable examples include dipping method, powder coating method, spray method, blowing method, granule method, and film method. Moreover, these methods can also be applied to germinated plants and young plants transplanted after germination or after germination from the soil. These plants can be protected before transplantation by all or part of the treatment by dipping.

Although the treatment amount applied to plant seeds is not particularly limited, it is preferably an effective amount in the pest control composition or composition of the present invention. It is desirable that the applicable seed is 1g-10kg per 100kg, more preferably 10g~1kg.

Although it does not specifically limit as the method (soil application method) of the said soil processing, the following methods are mentioned preferably. The application of the granule containing the pest control composition of the present invention to or on the soil can be mentioned. The best soil application methods include spreading, belting, furrowing, and planting hole application methods. In addition, it is also a preferable soil application method to apply a solution of the composition for pest control of the present invention that is emulsified or dissolved in water into the soil.

In addition to these, as examples of better soil application methods, hydroponic cultivation for the production of vegetables and flowers, as well as sand plowing, NFT (Nutrient Film Technique) and rock wool cultivation, such as solid cultivation, use of the nutrient solution in the nutrient solution cultivation system, or application of the nursery box for rice seedlings (bed soil mixing, etc.). Furthermore, the composition or composition for pest control of the present invention can also be directly applied to artificial cultivation soil containing vermiculite and solid cultivation soil containing artificial mat for raising seedlings.

Although the treatment amount of water surface, nursery box, or soil is not particularly limited, it is preferably used as an effective amount in the pest control composition or composition of the present invention. The amount of cultivated land is 0.01g-10kg per 10 hectares, and more Preferably, it is 0.1g~1kg.

[Example]

Hereinafter, although the present invention will be described in more detail based on examples, the present invention is not limited by these examples.

[Preparation example] Formulation example 1 (hydration agent)

The above-mentioned components are uniformly mixed and pulverized to obtain a hydrating agent.

Formulation example 2 (granule hydrating agent)

The above components are uniformly pulverized and mixed, and water is added to fully knead, and then granulated and dried to obtain a granular hydrating agent.

Formulation example 3 (flowing agent)

The 1% aqueous solution of xanthan gum and an appropriate amount of water are removed from the above-mentioned pre-blending mixing, and then pulverized in a wet pulverizer. Then, a 1% aqueous solution of xanthan gum and the remaining water were added to make it 100% by weight to obtain a flow agent.

Preparation Example 4 (Emulsion)

The above components are uniformly mixed and dissolved to obtain an emulsion.

Formulation example 5 (powder)

The above ingredients are uniformly mixed to obtain a powder.

Formulation example 6 (DL powder)

The above components are uniformly mixed to obtain a powder (DL powder).

Formulation Example 7 [Particulate F]

The above-mentioned components are uniformly mixed to obtain a powder (fine particle F).

Formulation example 8 (granules)

The above components are uniformly pulverized and mixed, and water is added to fully knead, and then granulated and dried to obtain granules.

Formulation Example 9 [Microcapsules]

A microcapsule agent is obtained by forming a urethane resin film on the surface of compound 1 and dichlortez particles by the interfacial polymerization method using the above-mentioned components.

[Disposal test of mixture] Test Example 1 Nilaparvata lugens (Nilaparvata lugens) stem and leaf spreading treatment test

For the rice seedlings cultivated in pots, the predetermined concentration of compound 1, the compounds described in the left column of the following table, and the mixtures thereof will be adjusted to 50% acetone water (0.05% Tween20 is used) The chemical solution was subjected to the stem and leaf spraying treatment so that the treatment amount described in the following table would be obtained. After air drying, the 2nd instar larvae of brown planthopper are fed here.

Then, place it in a constant temperature room at 25°C (16 hours light period-8 hours dark period). The life and death of the insects were observed 3 days after feeding, and the mortality rate was calculated according to the following formula. The test is carried out by a 2-continuous system.

Rate of dead insects (%)={number of dead insects/(number of surviving insects + number of dead insects))×100

In addition, according to the Colby formula shown below (Calculating Synergistic and Antagonistic Responses of Herbicide Combination, Weed 15, pages 20-22, 1967, the same below), the theoretical value of the case without synergistic effects is calculated , The results are shown in the following table.

Colby’s formula: Theoretical value (%)=100-(A×B)/100

(A: 100-(Death rate when only treating compound 1), B: 100-(Only the mortality rate of each compound listed in the left column of the following table is processed))

(Method of judging synergy)

When the death rate of the brown planthopper in the mixture exceeds the theoretical value by Colby's formula, it is judged that there is a synergistic effect. The tested mixtures all showed a mortality rate exceeding the theoretical value, which demonstrated a synergistic effect.

<Example of mixture with insecticide>

Test Example 2 Nilaparvata lugens (Nilaparvata lugens) soil infusion treatment test

The rice seedlings cultivated in pots are prepared with a predetermined concentration of compound 1, the compounds described in the left column of the following table, and the liquids of the respective mixtures prepared so as to be 10% acetone water to become the following The soil perfusion treatment is carried out according to the treatment amount in the table. After being placed for 3 days, the 2nd instar larvae of the brown planthopper were fed here. Then, place it in a constant temperature room at 25°C (16 hours light period-8 hours dark period). The life and death of the insects were observed 3 days after feeding, and the mortality rate was calculated according to the following formula. The test is carried out by a 2-link system.

Rate of dead insects (%)={number of dead insects/(number of surviving insects + number of dead insects))×100

In addition, the theoretical value of the case where there is no synergistic effect was calculated by Colby's formula shown below, and the results are shown in the following table.

Colby’s formula: Theoretical value (%)=100-(A×B)/100

(A: 100-(The rate of death when only treating compound 1), B: 100-(Only treating each compound listed in the left column of the following table Mortality rate))

(Method of judging synergy)

When the death rate of the brown planthopper in the mixture exceeds the theoretical value by Colby's formula, it is judged that there is a synergistic effect. The tested mixtures all showed a mortality rate exceeding the theoretical value, which demonstrated a synergistic effect.

<Example of mixture with insecticide>

<Example of mixture with bactericide>

Test Example 3 Laodelphax striatellus (Laodelphax striatellus) control test

The roots of the wheat seedlings 48 hours after sowing were prepared with a predetermined concentration of compound 1, the compounds described in the left column of the following table, and the mixtures of these mixtures so as to be 10% acetone water, so as to become The following table describes the processing volume method. After 72 hours of absorption of the drug from the roots, 10 second-instar larvae of the spotted planthopper were fed there. Then, place it in a constant temperature room at 25°C (16 hours light period-8 hours dark period). The life and death of the insects were observed 7 days after feeding, and the mortality rate was calculated according to the following formula. The test is carried out by a 2-link system.

Rate of dead insects (%)={number of dead insects/(number of surviving insects + number of dead insects))×100

In addition, the theoretical value of the case where there is no synergistic effect was calculated by Colby's formula shown below, and the results are shown in the following table.

Colby’s formula: Theoretical value (%)=100-(A×B)/100

(A: 100-(The rate of death when only treating compound 1), B: 100-(Only treating each compound listed in the left column of the following table Mortality rate))

(Method of judging synergy)

In the case where the death rate of spotted planthoppers of the mixture exceeds the theoretical value by Colby's formula, it is judged that there is a synergistic effect. The tested mixtures all showed a mortality rate exceeding the theoretical value, which demonstrated a synergistic effect.

<Example of mixture with insecticide>

<Example of mixture with bactericide>

Test example 4 Cotton aphid (Aphis gossypii) control test

A leaf disc with a diameter of 2.0 cm was cut from a small cucumber cultivated in a pot, and a compound of a predetermined concentration was prepared by using 50% acetone water (0.05% Tween 20 plus). The compound described in the left column of the following table, The chemical solution of each of these mixtures was dispersed so that the treatment amount described in the following table would be obtained. After air-drying, the first instar larvae of cotton aphid are fed here. Then, place this in a constant temperature room at 25°C (16 hours light period-8 hours dark period). The life and death of the insects were observed 3 days after feeding, and the mortality rate was calculated according to the following formula. The test is carried out by a 2-link system.

Rate of dead insects (%)={number of dead insects/(number of surviving insects + number of dead insects))×100

In addition, the theoretical value of the case where there is no synergistic effect was calculated by Colby's formula shown below, and the results are shown in the following table.

Colby’s formula: Theoretical value (%)=100-(A×B)/100

(A: 100-(Death rate of insects when only treating compound 1), B: 100-(Death rate of insects only when treating each compound described in the left column of the following table))

(Method of judging synergy)

In the case where the death rate of the cotton aphids of the mixture exceeds the theoretical value by Colby's formula, it is judged that there is a synergistic effect. The tested mixtures all showed a mortality rate exceeding the theoretical value, which demonstrated a synergistic effect.

<Example of mixture with insecticide>

Test Example 5 Control test of Plutella xylostella

A leaf disc with a diameter of 5.0 cm was cut from cabbage cultivated in a pot, and a compound of a predetermined concentration prepared by using 50% acetone water (0.05% Tween 20 plus) was prepared here, the compound described in the left column of the following table, and The chemical solution of each of these mixtures is dispersed so as to be the treatment amount described in the following table. After air-drying, the 2nd instar larvae are fed here. Then, place this in a constant temperature room at 25°C (16 hours light period-8 hours dark period). The life and death of the insects were observed 3 days after feeding, and the mortality rate was calculated according to the following formula. The test is carried out by a 2-link system.

Rate of dead insects (%)={number of dead insects/(number of surviving insects + number of dead insects))×100

In addition, the theoretical value of the case where there is no synergistic effect was calculated by Colby's equation shown below, and the results are shown in the table.

Colby’s formula: Theoretical value (%)=100-(A×B)/100

(A: 100-(Death rate of insects when only treating compound 1), B: 100-(Death rate of insects only when treating each compound described in the left column of the following table))

(Method of judging synergy)

When the death rate of the diamondback moth of the mixture exceeds the theoretical value by Colby's formula, it is judged that there is a synergistic effect. The tested mixtures all showed a mortality rate exceeding the theoretical value, which demonstrated a synergistic effect.

<Example of mixture with insecticide>

Test Example 6 Tests for the prevention and elimination of rice fever

The rice seedlings cultivated in pots are prepared with a predetermined concentration of compound 1, the compounds described in the left column of the following table, and the liquids of the mixtures of these compounds, prepared to be 10% acetone water, to become the following The method of soil pouring treatment is described in the table. After 3 days of treatment, the spore suspension of Oryza sativa (2×10 ⁵ /mL, 0.05% Tween) was sprayed and inoculated here, and placed in a wet room for 24 hours to promote infection. Then, place this in a constant temperature room at 25°C (16 hours light period-8 hours dark period). The number of lesions was counted 7 days after the inoculation, and the control price was calculated according to the following formula. The test is carried out by a 3-link system.

Prevention price = {(Number of lesions in the untreated area-Number of lesions in the treated area)/(Number of lesions in the untreated area)}×100

In addition, the theoretical value of the case where there is no synergistic effect was calculated by Colby's formula shown below, and the results are shown in the following table.

Colby’s formula: Theoretical value (%)=100-(A×B)/100

(A: 100- (the control value when only treating compound 1), B: 100- (only the control value when treating each compound listed in the left column of the following table))

(Method of judging synergy)

In the case where the control price of rice fever of the mixed agent exceeds the theoretical value by Kolby's formula, it is judged that there is a synergistic effect. The tested mixtures all show control prices that exceed the theoretical value, which demonstrates synergistic effects.

Claims (10)

A composition for pest control, which contains selected from N-[1-((6-chloropyridin-3-yl)methyl)pyridine-2(1H)-subunit]-2,2,2-tri At least one pest control agent in the group (a) consisting of fluoroacetamide and its acid addition salts, and selected from triflumezopyrim (triflumezopyrim), fluxametamide (fluxametamide), the following The compound represented by structural formula (2), the compound represented by the following structural formula (3), and the compound represented by the following structural formula (4) constitute at least one pest control agent in the group (b), which is effective as a pest control agent ingredient,

For example, the pest control composition of claim 1, which further contains a pesticide-permissible carrier. A composition comprising N-[1-((6-chloropyridin-3-yl)methyl)pyridine-2(1H)-ylidene]-2,2,2-trifluoroacetamide At least one pest control agent in the group (a) formed by its acid addition salt, and a compound selected from the group consisting of triflupyrine, flumitamine, the following structural formula (2), the following At least one pest control agent in the group (b) consisting of the compound represented by the structural formula (3) and the compound represented by the following structural formula (4),

A method for protecting useful plants from harmful organisms, which contains N-[1-((6-chloropyridin-3-yl)methyl)pyridine-2(1H)-subunit]-2, At least one pest control agent in the group (a) constituted by 2,2-trifluoroacetamide and its acid addition salt, and selected from the group consisting of triflupyrine, flumitamine, and the following structure The compound represented by formula (2), the compound represented by the following structural formula (3), and the compound represented by the following structural formula (4) constitute at least one pest control agent in the group (b) simultaneously or separately In the area that should be treated,

Such as the method of claim 4, which comprises applying at least one pest control agent selected from the aforementioned group (a) and at least one pest control agent selected from the aforementioned group (b) simultaneously in the application Processing area. A method for protecting useful plants from harmful organisms, which includes applying the pest control composition as claimed in claim 1 to be selected from harmful organisms, useful plants, soil, and cultivation carriers as applicable objects. At least one in the group. Such as the method of claim 6, wherein the aforementioned applicable objects are useful plants and/or soil. A method for protecting useful plants from harmful organisms, which includes applying the composition as claimed in claim 3 to the group selected from the group consisting of harmful organisms, useful plants, soil, and cultivation carriers as applicable objects at least one. A method of using the pest control composition of claim 1, which is used to protect useful plants from harmful organisms. A method of using the composition of claim 3, which is used to protect useful plants from harmful organisms.